Drake

He got his start in show business as a teenager on a popular Canadian TV series, but Drake steadily transformed himself into a platinum-selling and Grammy Award-winning rapper. Born Aubrey Drake Graham in 1986, he dropped out of high school in his native Toronto to portray Jimmy Brooks on 100 episodes of the teen drama Degrassi: The Next Generation. In 2006, he released the first of many mixtapes and signed with Young Money Entertainment three years later. First album Thank Me Later, featuring the singles "Over" and "Find Your Love," debuted at No. 1 on the Billboard 200 in 2010. Drake reportedly popularized the phrase "YOLO" with the Take Care track "The Motto" in 2011. In early 2015, he surprised fans by dropping the unannounced album If You're Reading This It's Too Late.